(1S,4R,5R)-3-benzenesulfonyl-4-methyl-8-oxa-bicyclo[3,2,1]oct-2-ene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1S,4R,5R)-3-benzenesulfonyl-4-methyl-8-oxa-bicyclo[3,2,1]oct-2-ene
• 英文别名: (1S,4R,5R)-3-(benzenesulfonyl)-4-methyl-8-oxabicyclo[3.2.1]oct-2-ene
• 化学式: C₁₄H₁₆O₃S
• 分子量: 264.345
• InChiKey: VNMVZRRGPCZZNA-NTZNESFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,4R,5R)-3-benzenesulfonyl-4-methyl-8-oxa-bicyclo[3,2,1]oct-2-ene 在 ruthenium(IV) oxide 、 sodium periodate 作用下， 以 四氢呋喃 、 四氯化碳 、 水 、 乙腈 为溶剂， 反应 37.0h， 生成 (2R,2'R,5'S)-2-(cis-5'-formyl-tetrahydro-furan-2'-yl)-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis of Enantiopure Termini-Differentiated Heptane Stereotriads.¹ Application to Side Chain-Functionalized Tetrahydrofurans of IKD-8344

  摘要：

  [GRAPHICS]Enantiopure epoxy cycloheptenyl sulfones syn-7b and anti-7b are prepared in five high-yielding and stereospecific operations from 1,3-cycloheptadiene, These substrates serve as effective precursors for cis- and trans-substituted tetrahydrofurans (12, 10) which are segments of the antineoplastic agent IKD-8344.

  DOI：

  10.1021/ol005791o
• 作为产物：
  描述：

  (1S,2R,5R)-3-Benzenesulfonyl-8-oxa-bicyclo[3.2.1]oct-3-en-2-ol 在 lithium tetramethyl alanate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 9.5h， 生成 (1S,4R,5R)-3-benzenesulfonyl-4-methyl-8-oxa-bicyclo[3,2,1]oct-2-ene
  参考文献：
  名称：

  Synthesis of Enantiopure Termini-Differentiated Heptane Stereotriads.¹ Application to Side Chain-Functionalized Tetrahydrofurans of IKD-8344

  摘要：

  [GRAPHICS]Enantiopure epoxy cycloheptenyl sulfones syn-7b and anti-7b are prepared in five high-yielding and stereospecific operations from 1,3-cycloheptadiene, These substrates serve as effective precursors for cis- and trans-substituted tetrahydrofurans (12, 10) which are segments of the antineoplastic agent IKD-8344.

  DOI：

  10.1021/ol005791o

文献信息

• Synthesis of Enantiopure Termini-Differentiated Heptane Stereotriads.¹ Application to Side Chain-Functionalized Tetrahydrofurans of IKD-8344
  作者：Wanlong Jiang、Douglas A. Lantrip、P. L. Fuchs

  DOI：10.1021/ol005791o

  日期：2000.7.1

  [GRAPHICS]Enantiopure epoxy cycloheptenyl sulfones syn-7b and anti-7b are prepared in five high-yielding and stereospecific operations from 1,3-cycloheptadiene, These substrates serve as effective precursors for cis- and trans-substituted tetrahydrofurans (12, 10) which are segments of the antineoplastic agent IKD-8344.